2-benzyl-1,4-naphthalenediyl diacetate | 33440-69-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-benzyl-1,4-naphthalenediyl diacetate
• 英文别名: 2-Benzyl-1,4-diacetoxynaphthalin；(4-Acetyloxy-3-benzylnaphthalen-1-yl) acetate
• CAS: 33440-69-6
• 化学式: C₂₁H₁₈O₄
• 分子量: 334.372
• InChiKey: DYYCUURAZNLWPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-benzyl-1,4-naphthalenediyl diacetate 在 叔丁胺 作用下， 以 甲醇 为溶剂， 以75%的产率得到1-hydroxy-3-benzylnaphthalen-4-yl acetate
  参考文献：
  名称：

  Synthesis and Cytotoxicity of 9‐Substituted Benzo[de]chromene‐7,8‐dione and 5‐Benzyl‐9‐substituted Benzo[de]chromene‐7,8‐dione

  摘要：

  New Mansonone analogues of 9-substitued benzo[ de] chromene-7,8-dione 5b-e and 5-benzyl-9-substitued benzo[ de] chromene-7,8-dione 6a-e were prepared through a modified route. The first step involved a bulky base t-butylamine mediated regioselective deacetylation of 2-substituted-1,4-naphth-diyl diacetate, resulting in obtaining of monoacetate 4-acetate 2 in high yield. The mechanism of cyclization, debenzylation, and oxidation for the formation of 5a - e and 6a - e were discussed. The cytotoxicity of the prepared compounds 5 and 6 were comparable with naturally occurring Mansonone F.

  DOI：

  10.1080/00397910600764683

文献信息

• ESTERS OF 2-ARYLMETHYL-1-NAPHTHOL DERIVATIVES AS 5-LIPOXYGENASE INHIBITORS
  申请人：THE DU PONT MERCK PHARMACEUTICAL COMPANY

  公开号：EP0511228A1

  公开（公告）日：1992-11-04
• EP0511228A4
  申请人：——

  公开号：EP0511228A4

  公开（公告）日：1993-04-21
• US5006555A
  申请人：——

  公开号：US5006555A

  公开（公告）日：1991-04-09
• [EN] ESTERS OF 2-ARYLMETHYL-1-NAPHTHOL DERIVATIVES AS 5-LIPOXYGENASE INHIBITORS
  申请人：THE DU PONT MERCK PHARMACEUTICAL COMPANY

  公开号：WO1991010430A1

  公开（公告）日：1991-07-25

  (EN) There are provided novel esters of 2-arylmethyl-1-naphthol derivatives useful as anti-inflammatory agents. Also provided are pharmaceutical compositions containing these compounds and methods of using the compounds to treat inflammatory diseases in man.(FR) Cette invention concerne de nouveaux esters de dérivés de 2-arylméthyl-1-naphtol utiles comme agents anti-inflammatoires. Sont également décrites des compositions pharmaceutiques renfermant ces compositions et des procédés d'utilisation des compositions pour traiter les maladies inflammatoires chez l'homme.